Sodium hydride → HCID 86620767, compound

HRID 554342Notes

Reaction equation

HRID 554342 reaction equation
[CH3:1][C:2]1[C:3]([CH:13]=[O:14])=[CH:4][NH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[H-].[Na+].C1OCCOCCOCCOCCOC1.[CH3:32][C:33]1[S:34][C:35]([S:39](Cl)(=[O:41])=[O:40])=[C:36]([CH3:38])[N:37]=1>>[CH3:32][C:33]1[S:34][C:35]([S:39]([N:5]2[C:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[C:2]([CH3:1])[C:3]([CH:13]=[O:14])=[CH:4]2)(=[O:41])=[O:40])=[C:36]([CH3:38])[N:37]=1

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 2776248Dimethyl-1,3-thiazole-5-sulfonyl chlorideHCID 713628124-Methyl-5-phenyl-1H-pyrrole-3-carbaldehyde

Product 1

HCID 86620767HCID 86620767, compound

Procedure

By a reaction under similar conditions as in Reference Example 256 and using 4-methyl-5-phenyl-1H-pyrrole-3-carbaldehyde (185 mg), sodium hydride (60% in oil, 60 mg), 15-crown-5 (0.30 mL) and (2,4-dimethyl-1,3-thiazol-5-yl)sulfonyl chloride (275 mg), the title compound was obtained as an oil (yield 27.8 mg, 8%).

Workup

  1. customBy a reaction under similar conditions as in Reference Example 256

Sources & evidence

ORD record
ord-1bf4103d635e4724999af9185de4b8c6
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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